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Formamide → HCID 178518069、化合物

HRID 2102362
ノート
印刷プレビュー

反応式

HRID 2102362 の反応式
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:12]2[O:13][CH:14]=[CH:15][CH:16]=2)[C:6]=1[C:7](OCC)=[O:8].[CH:17]([NH2:19])=O>>[OH:8][C:7]1[C:6]2[C:5]([C:12]3[O:13][CH:14]=[CH:15][CH:16]=3)=[CH:4][S:3][C:2]=2[N:1]=[CH:17][N:19]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

3

反応物 2

HCID 713FormamideHCID 736628Ethyl 2-amino-4-(2-furyl)thiophene-3-carboxylate

生成物 1

HCID 178518069HCID 178518069、化合物収率 52.5%

反応条件

温度
200 °C

実験手順

A mixture of ethyl 2-amino-4-(2-furyl)thiophene-3-carboxylate (1.00 g, 4.21 mmol) and formamide (10.0 g, 0.2 mol) was warmed by microwave at 200° C. for 10 minutes. The mixture was concentrated in vacuo at 90° C., diluted with 40 mL of 10% methanol/dichloromethane, and filtered through a 40 gram silica gel column using 5% methanol/dichloromethane to wash the material through the column. The filtrate was again concentrated and the remaining residue was purified by column chromatography over silica gel using a gradient elution from 5 to 10% methanol in dichloromethane to give 0.482 g (52.4%) of 4-hydroxy-5-(2-furyl)thieno[2,3-d]pyrimidine as a brown solid.

後処理

  1. concentrationThe mixture was concentrated in vacuo at 90° C.
  2. additiondiluted with 40 mL of 10% methanol/dichloromethane
  3. filtrationfiltered through a 40 gram silica gel column
  4. washto wash the material through the column
  5. concentrationThe filtrate was again concentrated
  6. customthe remaining residue was purified by column chromatography over silica gel using
  7. washa gradient elution from 5 to 10% methanol in dichloromethane

出典と根拠

ORDレコード
ord-b04b88601bd942269bcdb9305aedafe7
出典データセット
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07576080B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート